Name: 2026 5-day Sicily Taormina Ride Vacation
Location: Sicily

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 This curated 5-day Vespa adventure is based just outside Taormina, blending the thrill of open-road riding with the charm of Sicily’s coastlines, volcanoes, and hilltop villages. Each day invites you into a new story: cooking with nonnas, sunset aperitivos in Castelmola, vineyard tastings on the slopes of Mount Etna, hidden canyons and river trails, seaside lunches along the Riviera dei Ciclopi, and cinematic experiences such as the Godfather villages nd the White Lotus hotel. With a boutique stay as your home base, you’ll enjoy scenic daily rides (never over 70 km), hands-on local experiences, and plenty of time to savor Sicilian food, culture.

Sicily

2026 5-day Sicily Taormina Ride Vacation

VespingAround

This will be most likely Mauro the founder of Vesping Around or one of his closest associates

24/7 Tour Leader

Accomodation

Specified Meals

Vespa

Required to ride in Italy.   We are happy to handle the administrative tasks required to obtain your International License Permit for you. 

International License

Museum entrance, half day cooking lesson, access to 100km parade

All Planned Activities

Backpack, water canteen, rain jacket and pants, commemorative merch

Travel Kit

Exclusive Services

A Lifetime Experience!

 Bari International Airport-Karol Wojtyla is the closest airport

Airfare

This is required for every traveler in order to keep your booking confirmed.  Vesping Around recommends Faye.

Travel Insurance

Required to enter EU Countries starting mid-2025

ETIAS VISA

Transportation service from/to accommodation.  If you wish to have this prearranged, please select this option as an add-on during check out.

Shuttle Service

Train service from/to accommodation.  You will want to arrive at the Monopoli Centrale station..

Train

All Vespa are 150cc automatic gear.  Most people enjoy riding together - the passenger busy capturing photos and video moments).  However, riding solo is also a vibe!

Additional Vespa 125cc

Additional Vespa 300cc

Vespa 300cc Upgrade

Are you feeling unsure or less than 100% confident about your riding skills?  It might be worth spending some time getting familiar with the vehicle assigned to you since the day before the tour starts.  Includes:- 1 early extra night accommodation at local hotel + breakfast- 1 extra day vespa rental-1  2 hr to 3 hr safety ride course with local instructor

Learn to Vesping - RideCourse:  1 driver

Please add per person.  If traveling as a couple, select 2 . Ease your mind and make the experience even more enjoyable. Let us book a private driver that will pick you up/drop you off the closest train station or airport.

Shuttle to/from train station/airport 

We at Vesping Around require the purchase travel insurance to ensure peace of mind and financial protection. Travel insurance covers unexpected events such as medical emergencies, trip cancellations, lost luggage, and delays.  It provides support and assistance during unforeseen situations, allowing travelers to fully enjoy their adventure without worrying about potential setbacks. Investing in travel insurance is a smart decision for a safe and stress-free Vespa journey.  With partnered up with Faye because of their high rated customer assistance, instant funding in case of emergency, and ease-of-use app.  You can access a link to Faye within your client portal after check out.   When you select this option, I will see you information regarding Faye and next steps.

Travel Insurance Quote 

If you indicate interest in this option, we will connect you with our travel concierge partner that will offer you personalized global travel options for your pre and post Vespa trip experience.

Travel Concierge

Commemorative Vesping Around Hat

Commemorative Vesping Around T-shirt

At Vesping Around, we craft intimate riding experiences that immerse travelers in the authentic beauty of Italy. Each journey is meticulously designed to highlight hidden gems, from charming small villages to scenic countryside routes. You'll savor local cuisine, meet local inhabitants, and explore historical landmarks, all while enjoying the thrill of riding a classic italian scooter. These personalized tours promise not just a trip, but a memorable adventure that captures the essence of Italian culture and lifestyle.

This spacious and elegant accommodation offers a seamless blend of comfort and style.  With multiple openings that frame scenic views, guests can enjoy a peaceful setting, whether overlooking the olive grove or the surrounding landscape.

King Room - Single 

King Room - Double 

This curated 5-day Vespa adventure is based just outside Taormina, blending the thrill of open-road riding with the charm of Sicily’s coastlines, volcanoes, and hilltop villages. Each day invites you into a new story: cooking with nonnas, sunset aperitivos in Castelmola, vineyard tastings on the slopes of Mount Etna, hidden canyons and river trails, seaside lunches along the Riviera dei Ciclopi, and cinematic experiences such as the Godfather villages nd the White Lotus hotel. With a boutique stay as your home base, you’ll enjoy scenic daily rides (never over 70 km), hands-on local experiences, and plenty of time to savor Sicilian food, culture.

About this trip

An authentic immersive e oerience in the history, topography, food and culture of Puglia! First class accommodation!

2025 Sept 6-13, Puglia "Valle D'Itria" Ride Vacation

We had a great time!  Creativity provided an interesting itinerary!  Vespas were in great condition and fast.  This was our second trip with Mauro and it won’t be our last.  Ps, did I mention lots of great food ❤️

2026 5-day Sicily Taormina Ride Vacation in Sicily

2026 5-day Sicily Taormina Ride Vacation

2026 5-day Sicily Taormina Ride Vacation

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